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Guesthouse vacation rentals in James Island

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in James Island

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Charleston
4.98 out of 5 average rating, 241 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favorite
A cozy fire pit area features a circular arrangement of dark wooden chairs surrounding a glowing fire. The path is outlined with stone, and lush greenery surrounds the space, creating a welcoming outdoor setting for relaxation and gatherings.
Guesthouse in Charleston
5 out of 5 average rating, 205 reviews

The Guesthouse at Old Orchard

Relax in the treetops of our beautiful pecan grove! Guests adore the peaceful surroundings of our new 1260 sq ft guesthouse located on the second floor of a detached garage. This private space has an open floor plan, fully stocked kitchen, 2 queen bedrooms, 2 full baths, wifi, Roku TVs, and new appliances including washer and dryer. Sitting on 1.3 acres, the property is home to gardens, a tidal creek, and happy hens! It is quiet yet centrally located between downtown Charleston and Folly Beach.

Top guest favorite
Guesthouse in Charleston
4.99 out of 5 average rating, 166 reviews

Luxury Loft (2 miles from Folly Beach)

The Luxury Loft is perfect for one person or a couple. The stylish surfer vibe loft is adjacent to the main house with a separate entrance. Located 2 miles from Folly Beach, walking distance to a grocery store, and 20 minutes from Downtown Charleston. Spacious shower, kitchen with hot plate, convection oven, microwave, coffee maker and blender. It has Wifi and smart TV with a split unit A/C. Off-street parking space for one and one space street parking. Beach vibes without all the crowds.

Top guest favorite
Guesthouse in Charleston
4.99 out of 5 average rating, 110 reviews

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

Top guest favorite
Guesthouse in Charleston
4.94 out of 5 average rating, 814 reviews

Charleston's Coolest Neighborhood

You can't beat the location! You'll be 5-10 minutes from downtown Charleston, but with free off-street parking, AND you can walk to dozens of bars, restaurants, coffee shops, etc. Avondale is Central to all parts of Charleston, and its a cinch to drive to everywhere from here. This studio apartment is private, modern, and newly renovated. You'll have a kitchenette, grill, outdoor seating, and access to beach equipment. Also only a 5 minute walk to the West Ashley Greenway for biking/jogging!

Guest favorite
Guesthouse in Charleston
4.95 out of 5 average rating, 222 reviews

Dog-Friendly Casita: Folly & DT

Our Casita is your private getaway, located on James Island, perfectly between Folly Beach and downtown Charleston. This guest house includes a queen bed, full kitchen, high-speed fiber internet, dedicated work space, Article sleeper sofa, smart TV’s, and a private patio with fire pit. You are only: 5 minutes from Folly Beach 10 minutes from Historic Downtown Charleston <20 minutes from the top local restaurants and breweries in Charleston 25 minutes from Charleston International Airport

Guest favorite
The exterior of a charming backyard studio is visible, featuring wooden siding and large glass doors. A small patio space is highlighted with a dining set, including a table and chairs, set against a backdrop of lush greenery and trees.
Guesthouse in Charleston
4.91 out of 5 average rating, 192 reviews

Centerville Loft, Studio Apt on James Island

Welcome to the Centerville loft. They don't call it Centerville for nothing! This space is in a quiet neighborhood at the center of James Island 4–5 miles from Downtown Charleston and 6 miles from Folly beach. This property is a back yard studio apt with a small kitchenette with microwave, mini fridge, Keurig coffeemaker, magic bullet smoothie blender, 32” TV, record player with records, bluetooth, and a patio. We are within walking distance to several restaurants along Folly road.

Top guest favorite
Guesthouse in Charleston
4.97 out of 5 average rating, 347 reviews

Guest suite w/ patio, 12min to city, pet-friendly

Enjoy the privacy of a hotel stay! This guest suite features a private entrance, Casper mattress, hotel-worthy shower, outdoor patio, desk space & on-site parking. Head downtown just 12 minutes away, or walk to Avondale's shopping & dining district. With a travel pro as your host, expect a BnB experience focusing on sustainability (solar power and recyclable coffee pods), cleanliness, and thoughtful design. Rollaway twin bed and infant pack n' play on request. STR License #02084

Top guest favorite
The exterior of the carriage house is illuminated at night, showcasing its architectural features against the tranquil waters. Surrounding greenery and reflections of the buildings in the water create a serene atmosphere, complemented by the soft glow of outdoor lights.
Guesthouse in Charleston
4.98 out of 5 average rating, 243 reviews

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

Top guest favorite
Guesthouse in Charleston
4.97 out of 5 average rating, 127 reviews

Coastal Shanty • minutes to waves & town

Welcome to the Shanty! Located in a quiet, mid-century Charleston neighborhood at the end of a dead end street, and still just 4.5 miles to Downtown Charleston and Folly Beach! Put your feet up in the cozy studio, relax on the deck listening to the birds or rinse off in the outside shower after a day at the beach! Whether you are here for play or work, you'll find the shanty a comfortable, convenient & chill spot for your stay.

Top guest favorite
Guesthouse in Charleston
4.98 out of 5 average rating, 244 reviews

Craftsman Style Carriage House

Relax and enjoy being close to downtown Charleston and Folly Beach. Second-floor carriage house with a kitchenette that features a microwave, Keurig, beverage fridge, and sink. Great place to stay for couples, solo and business travelers. Located close to Harris Teeter/Starbucks, Highfalutin Coffee Roasters, and Odessey Bottle Shop. Quiet space that includes free parking.

Guest favorite
Guesthouse in Charleston
4.98 out of 5 average rating, 373 reviews

Adorable Folly Carriage House Retreat

Kick back and relax in this calm, stylish studio. We are located equidistant between Folly Beach and Downtown Charleston. An easy drive to either! We also offer a Level II EV charger for your convenience!

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